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AR069509A1 - PIRIDO (3,2-E) PIRAZINAS, ITS PREPARATION AND USE PROCEDURE AS PHOSPHODESTERASE INHIBITORS 10 - Google Patents

PIRIDO (3,2-E) PIRAZINAS, ITS PREPARATION AND USE PROCEDURE AS PHOSPHODESTERASE INHIBITORS 10

Info

Publication number
AR069509A1
AR069509A1 ARP080105222A ARP080105222A AR069509A1 AR 069509 A1 AR069509 A1 AR 069509A1 AR P080105222 A ARP080105222 A AR P080105222A AR P080105222 A ARP080105222 A AR P080105222A AR 069509 A1 AR069509 A1 AR 069509A1
Authority
AR
Argentina
Prior art keywords
alkyl
halo
polysubstituted
optionally monosubstituted
heteroarylalkyl
Prior art date
Application number
ARP080105222A
Other languages
Spanish (es)
Original Assignee
Elbion Gmbh
Wyeth Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Elbion Gmbh, Wyeth Corp filed Critical Elbion Gmbh
Publication of AR069509A1 publication Critical patent/AR069509A1/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/12Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
    • C07D471/14Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/06Antimigraine agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/22Anxiolytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/04Anorexiants; Antiobesity agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics

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  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Diabetes (AREA)
  • Psychiatry (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Pain & Pain Management (AREA)
  • Psychology (AREA)
  • Hospice & Palliative Care (AREA)
  • Child & Adolescent Psychology (AREA)
  • Emergency Medicine (AREA)
  • Rheumatology (AREA)
  • Endocrinology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

La presente se relaciona con pirido{3,2-e]pirazinas, procesos para su preparacion, composiciones farmacéuticas que comprenden dichos compuestos y el uso farmacéutico de dichos compuestos, - los cuales son inhibidores de la fosfodiesterasa 10 - como compuestos activos para tratar desordenes del sistema nervioso central, obesidad y desordenes metabolicos. Reivindicacion 1: Un compuesto de formula (1) caracterizado porque R1 es alquilo C1-8, alquenilo C2-8, alquinilo C2-8, cada uno opcionalmente monosustituido o polisustituido con halo, OH, O-alquilo C1-3, ciano o un radical cíclico; arilo, heteroarilo, ciclo(hetero)alquilo C3-8, arilalquilo C1-5, o heteroarilalquilo C1-5, cada uno opcionalmente monosustituido o polisustituido con halo, amino, alquilamino C1-3, dialquilamino C1-3, nitro, alquilo C1-5, O-alquilo C1-3, ciano, haloalquilo C1-3, O-haloalquilo C1-3, COOH, -(C=O)-NR6R7, SO2NR6R7, un radical cíclico, o ciclo(hetero)alquilo C3-8, o dos grupos O-alquilo C1-3 adyacentes, junto a los átomos a los cuales están unidos, forman un grupo cicloheteroarilo de 5 a 7 miembros; R2 es alquilo C1-8, ciclo(hetero)alquilo C3-8, arilalquilo C1-5, o heteroarilalquilo C1-5, cada uno opcionalmente monosustituido o polisustituido con halo, OH, O-alquilo C1-3, o un radical cíclico; R3 es ciano; alquilo C1-8, haloalquilo C1-8, ciclo(hetero)alquilo C3-8, arilalquilo C1-5, heteroarilalquilo C1-5, cada uno opcionalmente monosustituido o polisustituido con halo, OH, O-alquilo C1-3, o un radical cíclico; -NR6R7, (CO)OR6, (CO)NR6R7, NR5(CO)OR6, NR5(C=O)NR6R7, o NR5(SO2R6), en donde R5, R6, y R7 son seleccionados independientemente entre H, un radical cíclico, alquilo C1-8, O-alquilo C1-5, cicloalquilo C3-6, arilalquilo C1-5, heteroarilalquilo C1-5, en donde alquilo C1-8, O-alquilo C1-5, cicloalquilo C3-6, arilalquilo C1-5, y heteroarilalquilo C1-5 son opcionalmente monosustituidos o polisustituidos con halo, OH, O-alquilo C1-3, o un radical cíclico; o bien R6 y R7, junto al átomo de nitrogeno al cual están unidos, forman un grupo cicloheteroalquilo de 4 a 7 miembros; y R4 es halo, R8, o OR8, en donde R8 es H, alquilo C1-8 o ciclo(hetero)alquilo C3-8, cada uno opcionalmente monosustituido o polisustituido con halo, OH, O-alquilo C1-3, o un radical cíclico; arilo C1-5 o heteroarilalquilo C1-5, cada uno opcionalmente monosustituido o polisustituido con halo, amino, alquilamino C1-3, dialquilamino C1-3, nitro, alquilo C1-3, O-alquilo C1-3, o un radical cíclico; o un N-oxido del mismo, o una sal farmacéuticamente aceptable del mismo.This is related to pyrido {3,2-e] pyrazines, processes for their preparation, pharmaceutical compositions comprising said compounds and the pharmaceutical use of said compounds, - which are phosphodiesterase 10 inhibitors - as active compounds for treating disorders. of the central nervous system, obesity and metabolic disorders. Claim 1: A compound of formula (1) characterized in that R 1 is C 1-8 alkyl, C 2-8 alkenyl, C 2-8 alkynyl, each optionally monosubstituted or polysubstituted with halo, OH, C 1-3 alkyl, cyano or a cyclic radical; aryl, heteroaryl, cyclo (hetero) C3-8 alkyl, C1-5 arylalkyl, or C1-5 heteroarylalkyl, each optionally monosubstituted or polysubstituted with halo, amino, C1-3 alkylamino, C1-3 dialkylamino, nitro, C1- alkyl 5, C1-3 O-alkyl, cyano, C1-3 haloalkyl, C1-3 O-haloalkyl, COOH, - (C = O) -NR6R7, SO2NR6R7, a cyclic radical, or cyclo (hetero) C3-8 alkyl, or two adjacent C1-3 alkyl groups, together with the atoms to which they are attached, form a 5- to 7-membered cycloheteroaryl group; R2 is C1-8 alkyl, cyclo (hetero) C3-8 alkyl, C1-5 arylalkyl, or C1-5 heteroarylalkyl, each optionally monosubstituted or polysubstituted with halo, OH, O-C1-3 alkyl, or a cyclic radical; R3 is cyano; C1-8 alkyl, C1-8 haloalkyl, cyclo (hetero) C3-8 alkyl, C1-5 arylalkyl, C1-5 heteroarylalkyl, each optionally monosubstituted or polysubstituted with halo, OH, O-C1-3 alkyl, or a radical cyclic; -NR6R7, (CO) OR6, (CO) NR6R7, NR5 (CO) OR6, NR5 (C = O) NR6R7, or NR5 (SO2R6), where R5, R6, and R7 are independently selected from H, a cyclic radical , C1-8 alkyl, O-C1-5 alkyl, C3-6 cycloalkyl, C1-5 arylalkyl, C1-5 heteroarylalkyl, wherein C1-8 alkyl, O-C1-5 alkyl, C3-6 cycloalkyl, C1- arylalkyl 5, and C1-5 heteroarylalkyl are optionally monosubstituted or polysubstituted with halo, OH, O-C1-3 alkyl, or a cyclic radical; or R6 and R7, together with the nitrogen atom to which they are attached, form a 4- to 7-membered cycloheteroalkyl group; and R4 is halo, R8, or OR8, wherein R8 is H, C1-8 alkyl or cyclo (hetero) C3-8 alkyl, each optionally monosubstituted or polysubstituted with halo, OH, O-C1-3 alkyl, or a cyclic radical; C1-5 aryl or C1-5 heteroarylalkyl, each optionally monosubstituted or polysubstituted with halo, amino, C1-3 alkylamino, C1-3 dialkylamino, nitro, C1-3 alkyl, O-C1-3 alkyl, or a cyclic radical; or an N-oxide thereof, or a pharmaceutically acceptable salt thereof.

ARP080105222A 2007-11-30 2008-11-28 PIRIDO (3,2-E) PIRAZINAS, ITS PREPARATION AND USE PROCEDURE AS PHOSPHODESTERASE INHIBITORS 10 AR069509A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US495407P 2007-11-30 2007-11-30

Publications (1)

Publication Number Publication Date
AR069509A1 true AR069509A1 (en) 2010-01-27

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ID=40342559

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Application Number Title Priority Date Filing Date
ARP080105222A AR069509A1 (en) 2007-11-30 2008-11-28 PIRIDO (3,2-E) PIRAZINAS, ITS PREPARATION AND USE PROCEDURE AS PHOSPHODESTERASE INHIBITORS 10

Country Status (6)

Country Link
US (1) US20090143361A1 (en)
AR (1) AR069509A1 (en)
CL (1) CL2008003577A1 (en)
PE (1) PE20091056A1 (en)
TW (1) TW200927119A (en)
WO (1) WO2009070583A1 (en)

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TW201206935A (en) * 2010-07-16 2012-02-16 Lundbeck & Co As H Triazolo-and pyrazoloquinazoline derivatives as PDE10A enzyme inhibitor
WO2012096929A2 (en) 2011-01-11 2012-07-19 Sunovion Pharmaceuticals Inc. Heteroaryl compounds and methods of use thereof
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WO2013034761A1 (en) * 2011-09-09 2013-03-14 H. Lundbeck A/S Pyridine compounds and uses thereof
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Also Published As

Publication number Publication date
US20090143361A1 (en) 2009-06-04
PE20091056A1 (en) 2009-08-20
CL2008003577A1 (en) 2009-11-27
WO2009070583A1 (en) 2009-06-04
TW200927119A (en) 2009-07-01

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